Cyclohexyl acrylate

Base Information

• Chemical Name: Cyclohexyl acrylate
• CAS No.: 3066-71-5
• Deprecated CAS: 125658-21-1,866228-30-0,2056117-91-8,866228-30-0
• Molecular Formula: C9H14 O2
• Molecular Weight: 154.209
• Hs Code.: 29161290
• European Community (EC) Number: 221-319-3
• NSC Number: 18612
• UNII: 25B347Q26U
• DSSTox Substance ID: DTXSID2022204
• Nikkaji Number: J12.881C
• Wikidata: Q22829257
• Mol file: 3066-71-5.mol

Synonyms:Cyclohexyl acrylate;3066-71-5;2-Propenoic acid, cyclohexyl ester;cyclohexyl prop-2-enoate;Sartomer SR 220;ACRYLIC ACID, CYCLOHEXYL ESTER;Acrylic Acid Cyclohexyl Ester;SR 220;EINECS 221-319-3;NSC 18612;BRN 1937528;AI3-03839;UNII-25B347Q26U;MFCD00046349;NSC-18612;25B347Q26U;Cyclohexyl Acrylate (stabilized with MEHQ);4-06-00-00038 (Beilstein Handbook Reference);Cyclohexylacrylate;Acrylic acid cyclohexyl;SCHEMBL33402;WLN: L6TJ AOV1U1;2-Propenoicacidcyclohexylester;CYCLOHEXYL 2-PROPENOATE;DTXSID2022204;KBLWLMPSVYBVDK-UHFFFAOYSA-;NSC18612;AKOS005207005;A1208;Cyclohexyl Acrylate, (stabilized with MEHQ);FT-0624202;F71264;Q22829257

Chemical Property of Cyclohexyl acrylate

Chemical Property:

• Vapor Pressure: 0.000811mmHg at 25°C
• Refractive Index: 1.4600
• Boiling Point: 182-184°C
• Flash Point: 71.3 °C
• PSA: 26.30000
• Density: 0,975 g/cm³
• LogP: 2.04830
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

CyclohexylAcrylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 37/38-51/53
• Safety Statements: 26-36/37/39-61-2

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: C=CC(=O)OC1CCCCC1

Technology Process of Cyclohexyl acrylate

There total 8 articles about Cyclohexyl acrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

acryloyl chloride (814-68-6,25189-84-8) + cyclohexanol (108-93-0) → cyclohexyl acrylate (3066-71-5,27458-65-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 2h;

DOI:10.1021/jf0499018

Reference yield: 78.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + cyclohexanol (108-93-0) → cyclohexyl acrylate (3066-71-5,27458-65-7)

Guidance literature:

With oxo[hexa(trifluoroacetato)]tetrazinc; C₁₉H₂₄N₄O; In di-isopropyl ether; for 18h; Reflux;

Reference yield: 23.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + cyclohexanol (108-93-0) → methyl 3-methoxypropionate (3852-09-3) + cyclohexyl acrylate (3066-71-5,27458-65-7) + 3-Methoxy-propionic acid cyclohexyl ester (112032-53-8)

Guidance literature:

With n-butyllithium; bis(acetylacetonate)nickel(II); In benzene; at 90 ℃; for 5h; Product distribution;

upstream raw materials:

acrylic acid methyl ester

cyclohexanol

acrylic acid

cyclohexene

Downstream raw materials:

2,3-dichloro-propionic acid cyclohexyl ester

2-Hydroperoxy-propionic acid cyclohexyl ester

vanillin

Refernces

• 1、 Zhang, Jinquan,Zhang, Shuaizhong,Zou, Hongbin. "Acid- And base-switched palladium-catalyzed γ-C(sp3)-H alkylation and alkenylation of neopentylamine". supporting information. p. 3466 - 3471. Retrieved 2021/05/31.
• 2、 Jadhav, Pankaj Pandit,Kahar, Nilesh Machhindra,Dawande, Sudam Ganpat. "Ruthenium(II) Catalysed Highly Regioselective C-3 Alkenylation of Indolizines and Pyrrolo[1,2-a]quinolines". supporting information. p. 7831 - 7835. Retrieved 2019/12/24.